TY - JOUR
T1 - Integrated Flow Synthesis of α-Amino Acids byIn SituGeneration of Aldimines and Subsequent Electrochemical Carboxylation
AU - Naito, Yuki
AU - Nakamura, Yuto
AU - Shida, Naoki
AU - Senboku, Hisanori
AU - Tanaka, Kenta
AU - Atobe, Mahito
N1 - Funding Information:
This work was financially supported by CREST (JST grant no. JPMJCR18R1) and by a Grant-in-Aid for Scientific Research (JSPS grant nos. 20H02513 and 20K21106), Japan.
Publisher Copyright:
© 2021 American Chemical Society
PY - 2021/11/19
Y1 - 2021/11/19
N2 - The synthesis of α-amino acids was carried out in a continuous flow system. In this system, aldimines were efficiently generatedin situvia the dehydration-condensation of aldehydes with anilines in a desiccant bed column filled with 4 Å molecular sieves desiccant, followed by reaction with CO2in an electrochemical flow microreactor to afford the α-amino acids in high to moderate yields. The present system can provide α-amino acids without using stoichiometric amounts of metal reagents or highly toxic cyanide reagents.
AB - The synthesis of α-amino acids was carried out in a continuous flow system. In this system, aldimines were efficiently generatedin situvia the dehydration-condensation of aldehydes with anilines in a desiccant bed column filled with 4 Å molecular sieves desiccant, followed by reaction with CO2in an electrochemical flow microreactor to afford the α-amino acids in high to moderate yields. The present system can provide α-amino acids without using stoichiometric amounts of metal reagents or highly toxic cyanide reagents.
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U2 - 10.1021/acs.joc.1c00821
DO - 10.1021/acs.joc.1c00821
M3 - Article
AN - SCOPUS:85110261427
SN - 0022-3263
VL - 86
SP - 15953
EP - 15960
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 22
ER -